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Chemical Structure| 499-75-2 Chemical Structure| 499-75-2

Structure of Carvacrol
CAS No.: 499-75-2

Chemical Structure| 499-75-2

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Carvacrol exhibits potent antibacterial activity against Salmonella typhimurium, it's a natural product isolated and purified from the herbs of Elsholtzia ciliata diverse activities.

Synonyms: Cymophenol; p-Cymen-2-ol; Karvakrol

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Erdeger, Merve ; Gungor, Fusun Seyma ;

Abstract: Recently, the fast advancement of bio-based polymers has boosted the interest in green and sustainable materials. In this context, polybenzoxazine-derived renewable resources have been widely investigated due to their environmental benefits and high mechanical and thermal properties. This study focused on synthesizing hybrid benzoxazines from bio-phenolic compounds—vanillin, thymol, and carvacrol—combined with Jeffamine D-230 and paraformaldehyde. The chemical structures of hybrid benzoxazines (Van-JD, Thy-JD, and Car-JD) were characterized by Fourier transform infrared spectroscopy (FT-IR) and nuclear magnetic resonance spectroscopy (1H NMR and 13C NMR). Furthermore, the curing behavior and thermal stability of synthesized bio-phenolic-based benzoxazines were studied using differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA).

Keywords: Benzoxazine ; Carvacrol ; Jeffamine ; Thymol ; Vanillin

Purchased from AmBeed: 89-83-8 ;

Just, Dominik ; Siedlecki, Ryszard ; Krzywiecki, Maciej ; Er-Riyahi, Oussama ; Pouillon, Yann ; Junquera, Javier , et al.

Abstract: Fluorescent semiconducting single-walled carbon nanotubes (SWCNTs) hold considerable promise for photonics. Furthermore, the optical characteristics of the material can be significantly improved by covalent modification, which generates new spectral features in the near-infrared region and enhances its photoluminescence quantum yield. However, despite the dynamic development of this research domain, the importance of the solvent environment in which the SWCNT functionalization is conducted remains relatively unexplored. In this work, the complex relationships between solvent, dispersant, and SWCNTs were untangled to unravel the underlying phenomena. Through a systematic investigation of SWCNT reactivity in a broad spectrum of solvents, supported by multi-scale modeling enabled by our new implementation of a hybrid functional within SIESTA, we discovered that both the solvent medium and the dispersant enabling SWCNT solubilization affect not only the kinetics but also the course of the covalent modification of SWCNTs. Polar solvents proved to induce significant structural reorganization of polymer molecules on the SWCNT surface and enhance charge redistribution at the polymer–SWCNT interface. Consequently, we achieved a high degree of control over the optical properties of SWCNTs, and the tailored SWCNTs enabled facile optical detection of cholesterol, a significant risk factor for cardiovascular diseases.

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Product Details of Carvacrol

CAS No. :499-75-2
Formula : C10H14O
M.W : 150.22
SMILES Code : CC(C)C1=CC(O)=C(C)C=C1
Synonyms :
Cymophenol; p-Cymen-2-ol; Karvakrol
MDL No. :MFCD00002236
InChI Key :RECUKUPTGUEGMW-UHFFFAOYSA-N
Pubchem ID :10364

Safety of Carvacrol

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H317-H319
Precautionary Statements:P280-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
Human umbilical vein endothelial cells (HUVECs) 20, 50, 100, 200, 500, 1000 µM/ml 24 h To evaluate the effect of carvacrol on high glucose-induced endothelial cell apoptosis and viability. Results showed that carvacrol promoted endothelial cell apoptosis and suppressed cell viability in a dose-dependent manner. Int J Mol Med. 2020 Sep;46(3):977-988
Human macrophage-like U937 cells 400 μM 5 h To evaluate the inhibitory effect of carvacrol on LPS-induced COX-2 protein expression, results showed that carvacrol significantly suppressed COX-2 protein expression. J Lipid Res. 2010 Jan;51(1):132-9
Human tonsil epithelial cells (HTonEpiCs) 4-250 μg/mL 24 h To assess the effect of carvacrol on cell viability and morphological changes of HTonEpiCs. The results showed that carvacrol at the tested concentrations was not cytotoxic (>80% cell viability) and did not cause significant morphological changes. Nutrients. 2022 Jan 24;14(3):503

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
C57BL/KsJ db/db mice Type 2 diabetes model Gavage 5 mg/kg and 10 mg/kg Once daily for 6 weeks To investigate the protective effects of carvacrol against diabetic vascular inflammation. Results demonstrated that carvacrol alleviated vascular endothelial cell injury, reduced the expression levels of insulin signaling molecules, insulin, TG, and inflammatory cytokines in serum, and inhibited the activation of the TLR4/NF-κB signaling pathway. Int J Mol Med. 2020 Sep;46(3):977-988
Male Wistar rats Aβ1-42-induced Alzheimer's disease model Oral gavage 50 mg/kg Once daily for 8 weeks (4 weeks before and 4 weeks after Aβ injection) To investigate the effects of carvacrol and p-cymene on Aβ1-42-induced long-term potentiation (LTP) deficit. Results showed that carvacrol or p-cymene alone ameliorated Aβ-induced LTP deficit, but their combination did not show the same effect. CNS Neurosci Ther. 2024 Mar;30(3):e14459

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

6.66mL

1.33mL

0.67mL

33.28mL

6.66mL

3.33mL

66.57mL

13.31mL

6.66mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

References

 

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